Popsugar Fashion Celebrity Fashion Miley Cyrus Wearing Biker Shorts and Cowboy Boots 2019's Biggest Style Challenge: Pull Off Miley Cyrus's Outfit 29 April 2019 by Sarah Wasilak First Published: 26 April 2019 Image Source: Getty / gotpap/Bauer-Griffin Learning to style cycling shorts is one thing (trust us, we've tried!). But add on the challenge of pairing them with cowboy boots, and the task gets a little more complicated. Miley Cyrus seems to have a grasp on the whole thing. She stepped out in LA rocking the combination with a lived-in tee, a chunky Chanel pendant necklace, aviator sunglasses, and a white quilted backpack. She's certainly not the only celebrity or street style star to take on the look. We've seen it on the Kardashian-Jenners, and Aimee Song even wrote a whole post on her blog, illustrating how she worked the foundation with a Tibi blazer. While you may be keen on sporty gym pieces, infusing your athleisure with Western vibes may throw you off at first. That's why we'll share this one secret with you: it's all about going oversize up top. Whether you opt for a structured blazer, a swingy top like Miley's, or a nylon parka, the idea is to balance proportions, so you're not wearing tight-fitting clothes from head to toe with those high-rise statement boots. Read on to see some of our favourite takes on the 2019 trend, then pick up some essentials inspired by Miley's casual fashion moment. Related: Miley Cyrus Is So Malibu in Her Chanel Overalls and Pool Slides Miley Cyrus Wearing Cowboy Boots and Biker Shorts in LA Image Source: Getty / gotpap/Bauer-Griffin 1 / 12 Image Source: Getty / gotpap/Bauer-Griffin 2 / 12 Image Source: Getty / gotpap/Bauer-Griffin 3 / 12 Image Source: Getty / Hollywood To You/Star Max 4 / 12 Image Source: Getty / Hollywood To You/Star Max 5 / 12 Kim Kardashian Wearing Biker Shorts and Tall Boots View this post on Instagram A post shared by Kim Kardashian West (@kimkardashian) on Jun 30, 2018 at 11:47am PDT 6 / 12 Olivia Culpo Wearing Printed Biker Shorts and Western Boots View this post on Instagram A post shared by Olivia Culpo (@oliviaculpo) on Apr 15, 2019 at 7:49pm PDT 7 / 12 Aimee Song Wearing Biker Shorts and Cowboy Boots Image Source: Getty / Christian Vierig 8 / 12 See More Takes on the Trend Image Source: Getty / Christian Vierig 9 / 12 Image Source: Getty / Daniel Zuchnik 10 / 12 Image Source: Getty / Timur Emek 11 / 12 Image Source: Getty / Jeremy Moeller 12 / 12 Celebrity FashionStreet StyleShoppingFashion TrendsBiker ShortsCowboy BootsCelebrity InstagramsCelebrity Street StyleFashion InstagramsGet The Look